WO1994008948A3 - Process for the preparation of oxime derivatives, certain intermediates and the use of the oxime derivatives as fungicides - Google Patents

Process for the preparation of oxime derivatives, certain intermediates and the use of the oxime derivatives as fungicides Download PDF

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Publication number
WO1994008948A3
WO1994008948A3 PCT/GB1993/001979 GB9301979W WO9408948A3 WO 1994008948 A3 WO1994008948 A3 WO 1994008948A3 GB 9301979 W GB9301979 W GB 9301979W WO 9408948 A3 WO9408948 A3 WO 9408948A3
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Prior art keywords
oxime derivatives
preparation
fungicides
alkyl
compound
Prior art date
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PCT/GB1993/001979
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French (fr)
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WO1994008948A2 (en
Inventor
Paul Anthony Worthington
Ian Henry Aspinall
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Zeneca Ltd
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Publication date
Application filed by Zeneca Ltd filed Critical Zeneca Ltd
Priority to EP93920976A priority Critical patent/EP0664791B1/en
Priority to AU48269/93A priority patent/AU4826993A/en
Priority to DE69322652T priority patent/DE69322652T2/en
Publication of WO1994008948A2 publication Critical patent/WO1994008948A2/en
Publication of WO1994008948A3 publication Critical patent/WO1994008948A3/en

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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
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    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
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    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
    • C07C249/12—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by reactions not involving the formation of oxyimino groups
    • C—CHEMISTRY; METALLURGY
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/60—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by carboxyl groups
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

A process for the preparation of a compound of formula (I), wherein Y is O, S(O)n (wherein n is 0, 1 or 2) or NR5; W is CH¿3?O.CH=C.CO2CH3, CH3O.CH=C.CONR?6R7, CH¿3O.N=C.CO2CH3 or CH3O.N=C.CONR6R7; R1 is hydrogen, C¿1-4? alkyl, C1-4 haloalkyl or cyano; R?2, R3, R5, R6 and R7¿ are independently hydrogen or C¿1-4? alkyl; p is 1; and R?4¿ is hydrogen, C¿1-10? alkyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted arylalkyl or optionally substitued heteroarylalkyl; the process comprising reacting a compound of formula (II), wherein W, R?1, R2 and R3¿ are as previously defined and L is a leaving group, with a compound of formula (III), wherein R4 and Y are as previously defined.
PCT/GB1993/001979 1992-10-14 1993-09-21 Process for the preparation of oxime derivatives, certain intermediates and the use of the oxime derivatives as fungicides WO1994008948A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP93920976A EP0664791B1 (en) 1992-10-14 1993-09-21 Process for the preparation of oxime derivatives, certain intermediates and the use of the oxime derivatives as fungicides
AU48269/93A AU4826993A (en) 1992-10-14 1993-09-21 Process for the preparation of oxime derivatives, certain intermediates and the use of the oxime derivatives as fungicides
DE69322652T DE69322652T2 (en) 1992-10-14 1993-09-21 METHOD FOR THE PRODUCTION OF OXIME DERIVATIVES, SOME INTERMEDIATES AND THE USE OF THE OXIME DERIVATIVES AS FUNGICIDES

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB929221584A GB9221584D0 (en) 1992-10-14 1992-10-14 Chemical process
GB9221584.7 1992-10-14

Publications (2)

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WO1994008948A2 WO1994008948A2 (en) 1994-04-28
WO1994008948A3 true WO1994008948A3 (en) 1994-06-23

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PCT/GB1993/001979 WO1994008948A2 (en) 1992-10-14 1993-09-21 Process for the preparation of oxime derivatives, certain intermediates and the use of the oxime derivatives as fungicides

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EP (1) EP0664791B1 (en)
AU (1) AU4826993A (en)
DE (1) DE69322652T2 (en)
GB (1) GB9221584D0 (en)
WO (1) WO1994008948A2 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK0765304T4 (en) * 1994-06-10 2007-12-03 Bayer Cropscience Ag Process and intermediates for the preparation of α-methoxyiminocarboxylic acid methyl amides

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990007493A1 (en) * 1988-12-29 1990-07-12 F. Hoffmann-La Roche Ag Methyl esters of aldimino- or ketimino-oxy-ortho-tolylacrylic acid, manufacturing process and fungicides containing them
EP0414153A1 (en) * 1989-08-22 1991-02-27 Nihon Nohyaku Co., Ltd. N-(substituted benzyloxy)imine derivatives, process for the production thereof, use thereof, and method of use thereof
EP0460575A1 (en) * 1990-06-05 1991-12-11 Ciba-Geigy Ag Aromatic compounds
EP0468684A2 (en) * 1990-07-27 1992-01-29 Zeneca Limited Propenoic acid derivatives, process for their preparation and their use as fungicides

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990007493A1 (en) * 1988-12-29 1990-07-12 F. Hoffmann-La Roche Ag Methyl esters of aldimino- or ketimino-oxy-ortho-tolylacrylic acid, manufacturing process and fungicides containing them
EP0414153A1 (en) * 1989-08-22 1991-02-27 Nihon Nohyaku Co., Ltd. N-(substituted benzyloxy)imine derivatives, process for the production thereof, use thereof, and method of use thereof
EP0460575A1 (en) * 1990-06-05 1991-12-11 Ciba-Geigy Ag Aromatic compounds
EP0468684A2 (en) * 1990-07-27 1992-01-29 Zeneca Limited Propenoic acid derivatives, process for their preparation and their use as fungicides

Also Published As

Publication number Publication date
DE69322652D1 (en) 1999-01-28
GB9221584D0 (en) 1992-11-25
EP0664791A1 (en) 1995-08-02
AU4826993A (en) 1994-05-09
EP0664791B1 (en) 1998-12-16
WO1994008948A2 (en) 1994-04-28
DE69322652T2 (en) 1999-06-17

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